| Identification | More | [Name]
2-HYDRAZINOBENZOTHIAZOLE | [CAS]
615-21-4 | [Synonyms]
1-(BENZO[D]THIAZOL-2-YL)HYDRAZINE
2 (3H)-BENZOTHIAZOLONE HYDRAZONE
2-BENZOTHIAZOLEHYDRAZONE
2-BENZOTHIAZOLYLHYDRAZINE
2-HYDRAZINO-1,3-BENZOTHIAZOLE
2-HYDRAZINOBENZOTHIAZOLE
AKOS B003351
AKOS BBS-00007373
AKOS BC-3071
BENZOTHIAZOL-2-YL-HYDRAZINE
IFLAB-BB F0896-0067
SALOR-INT L482064-1EA
2-benzothiazolinone,hydrazone
2-hydrazino-benzothiazol
Benzothiazole, 2-hydrazino.
2-Hydrazino-1,3-benzothiazole 97%
2(3H)-Benzothiazolone,hydrazone(9CI)
2-HYDRAZINOBENZOTHIAZOLE, 99% (TITR.)
(Benzothiazole-2-yl)hydrazine
1-(2-Benzothiazolyl)hydrazine | [EINECS(EC#)]
210-416-6 | [Molecular Formula]
C7H7N3S | [MDL Number]
MFCD00041849 | [Molecular Weight]
165.22 | [MOL File]
615-21-4.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow to beige-green crystalline powder | [Melting point ]
198-202 °C (lit.) | [Boiling point ]
352.4±25.0 °C(Predicted) | [density ]
1.2404 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Solubility in hot methanol almost transparent. | [form ]
powder to crystal | [pka]
2.81±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C7H7N3S/c8-10-7-9-5-3-1-2-4-6(5)11-7/h1-4H,8H2,(H,9,10) | [InChIKey]
JYSUYJCLUODSLN-UHFFFAOYSA-N | [SMILES]
S1C2=CC=CC=C2N=C1NN | [CAS DataBase Reference]
615-21-4(CAS DataBase Reference) | [EPA Substance Registry System]
2(3H)-Benzothiazolone, hydrazone (615-21-4) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
DL4725000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29342000 |
| Hazard Information | Back Directory | [Chemical Properties]
slightly yellow to beige-green crystalline powder | [Uses]
It is employed in the spectrophotometric analysis determination of methenamine and its salts. It is also used in the detection and repair mechanism of Etheno-DNA adducts. | [Synthesis]
General procedure for the synthesis of 2-hydrazinobenzothiazole from 2-aminobenzothiazole: Hydrazine hydrate (1 equiv.) was dissolved in ethylene glycol at 5 °C. Under stirring, concentrated hydrochloric acid (2 mL) was added slowly and dropwise, followed by 2-aminobenzothiazole (1 eq.). The reaction mixture was heated to reflux for 2-3 hours, after which it was cooled to room temperature. Upon completion of the reaction, the solid product formed was collected by filtration, washed with water and purified by recrystallization from ethanol to afford the target compound 2-hydrazinobenzo[d]thiazole (32). The product was white crystals in 90% yield with a melting point ranging from 200 °C to 202 °C. 1H NMR (DMSO-d6, 400 MHz) data were as follows: δ 4.84 (2H, s), 6.85-7.65 (4H, m), 8.62 (1H, s). ESI-MS (m/z) analysis showed the molecular ion peak as 166 (MH+). | [References]
[1] Helvetica Chimica Acta, 1980, vol. 63, # 3, p. 682 - 692
[2] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 418 - 428
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 14, p. 4022 - 4025
[4] Medicinal Chemistry Research, 2012, vol. 21, # 9, p. 2428 - 2442
[5] Journal of Molecular Structure, 2014, vol. 1060, # 1, p. 215 - 222 |
|
|